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CS-W001157 4
Total: USD 88.00

((Benzyloxy)carbonyl)-D-phenylalanine

  • CAS No. 2448-45-5

  • Cat. No. CS-W009960
  • Purity≥98%
  • MDL No.MFCD00063151

*For research and further manufacturing use only, not for direct human use.

((Benzyloxy)carbonyl)-D-phenylalanine|CS-W009960

Structure of 2448-45-5

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General Information

  • CAS No. 2448-45-5
  • Cat. No. CS-W009960
  • Purity ≥98%
  • MDL No. MFCD00063151
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₇NO₄
  • Molecular Weight 299.32
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](CC1=CC=CC=C1)NC(OCC2=CC=CC=C2)=O

Description

Boc-D-phenylalanine delivers a robust, bench-stable D-amino acid building block for peptide synthesis. The Boc protecting group enables straightforward incorporation into C-terminal sequences, while the benzyl ether linkage ensures stability during coupling steps and simplifies deprotection under mild acidic conditions.

Application

Boc-D-phenylalanine serves as a stable, bench-ready building block for peptide synthesis, enabling efficient incorporation of D-phenylalanine residues. The (Benzyloxy)carbonyl group provides excellent protection under standard acidic conditions while maintaining compatibility with common coupling reagents. Its high purity and crystalline form facilitate straightforward handling and purification, making it ideal for solid-phase and solution-phase peptide assembly.

Synthesis

  • Route1
    • In-stock
      D-Phenylalanine|CS-W020009
      673-06-3
    • null|null
      501-53-1
    • ~97%
    • In-stock
      ((Benzyloxy)carbonyl)-D-phenylalanine|CS-W009960
      2448-45-5

    References

    • Pearson; Shin Journal of Organic Chemistry, 1994 , vol. 59, # 9 p. 2314 - 2323
  • Route2
    • 4-Nitrophenyl ((benzyloxy)carbonyl)-d-phenylalaninate|CS-0661009
      2578-85-0
    • ~%
    • null|null
      100-02-7
    • In-stock
      ((Benzyloxy)carbonyl)-D-phenylalanine|CS-W009960
      2448-45-5

    References

    • Tetrahedron, , vol. 43, # 1 p. 77 - 84
  • Route3
    • null|null
      565234-20-0
    • ~82%
    • In-stock
      ((Benzyloxy)carbonyl)-D-phenylalanine|CS-W009960
      2448-45-5

    References

    • Harding, Christopher I.; Dixon, Darren J.; Ley, Steven V. Tetrahedron, 2004 , vol. 60, # 35 p. 7679 - 7692

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.6087
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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